DE500915C - Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine - Google Patents

Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine

Info

Publication number
DE500915C
DE500915C DEC39949D DEC0039949D DE500915C DE 500915 C DE500915 C DE 500915C DE C39949 D DEC39949 D DE C39949D DE C0039949 D DEC0039949 D DE C0039949D DE 500915 C DE500915 C DE 500915C
Authority
DE
Germany
Prior art keywords
methyl
oxopyridine
diiodo
preparation
acetic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEC39949D
Other languages
German (de)
Inventor
Dr Max Dohrn
Dr Albrecht Thiele
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Schering Kahlbaum AG
Original Assignee
Schering Kahlbaum AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Schering Kahlbaum AG filed Critical Schering Kahlbaum AG
Priority to DEC39949D priority Critical patent/DE500915C/en
Application granted granted Critical
Publication of DE500915C publication Critical patent/DE500915C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6

Description

Verfahren zur Darstellung von 3, 5-Dijod-N-methyl-2-oxopyridin Es wurde gefunden, daß das bisher unbekannte 3, 5-Dijod-N-methyl-2-ozopyridin, «-elches man durch jodierung von N-Methyl-2-oxopyridin mittels Chlorjods in saurer Lösung erhält, ein vorzügliches Mittel zur Sichtbarmachung der Gallenblase im Röntgenbild ist.Method for the preparation of 3, 5-Diiodo-N-methyl-2-oxopyridine Es it was found that the previously unknown 3, 5-diiodo-N-methyl-2-ozopyridine, «-elches by iodination of N-methyl-2-oxopyridine using chloroiodine in acidic solution receives, an excellent means of visualizing the gallbladder in the X-ray image is.

Beispiel 8n g IN-Methyl-2-oxapyridin werden in z 1 Eisessig gelöst, und unter Rühren läßt man dazu eine Lösung von 25o g Chlorjod in 25o ccm Eisessig bei 65 bis 75° aus dem Tropftrichter fließen. Man erwärmt nach dem Eintragen noch etwa 2 Stunden bis 85° und saugt nach 24 Stunden die aus der kalten Lösung abgeschiedenen Kristalle ab, wäscht mit kaltem Eisessig und Wasser und kristallisiert aus 96prozentigem Alkohol um.Example 8n g of IN-methyl-2-oxapyridine are dissolved in z 1 glacial acetic acid, and a solution of 250 g of chlorine iodine in 250 cc of glacial acetic acid is added with stirring flow from the dropping funnel at 65 to 75 °. One warms up after the entry about 2 hours to 85 ° and sucks after 24 hours the deposited from the cold solution Crystals off, washed with cold glacial acetic acid and water and crystallized from 96 percent Alcohol around.

Man erhält auf diese Weise farblose Kristalle vom Schmelzpunkt 226 bis 227°. Sie sind wenig löslich in heißem Wasser und verdünnten Säuren, .unlöslich in Alkalien und Äther. Der Jodgehalt :beträgt 70,3 0/0.In this way, colorless crystals with a melting point of 226 ° to 227 ° are obtained. They are sparingly soluble in hot water and dilute acids, insoluble in alkalis and ethers. The iodine content: is 70.3 %.

Bei Anwendung von weniger als den oben angegebenen 2 Mol. Chlorjod entsteht als Nebenprodukt ein Chlorjod-N-methyl-2-oxopyridin vom Schmelzpunkt 186 bis r87°.When using less than the above 2 mol a chloroiodo-N-methyl-2-oxopyridine with a melting point of 186 is formed as a by-product up to r87 °.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3, 5-Dijod-N-methyl-2-oxopyridin, dadurch gekennzeichnet, daß man N-Methyl-2-oxopyridin mit Chlorjod in saurer Lösung behandelt.PATENT CLAIM: Process for the preparation of 3, 5-Diiodo-N-methyl-2-oxopyridine, characterized in that N-methyl-2-oxopyridine is mixed with chloroiodine in acidic solution treated.
DEC39949D 1927-06-04 1927-06-04 Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine Expired DE500915C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC39949D DE500915C (en) 1927-06-04 1927-06-04 Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC39949D DE500915C (en) 1927-06-04 1927-06-04 Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine

Publications (1)

Publication Number Publication Date
DE500915C true DE500915C (en) 1930-06-26

Family

ID=7023969

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC39949D Expired DE500915C (en) 1927-06-04 1927-06-04 Process for the preparation of 3,5-diiodo-N-methyl-2-oxopyridine

Country Status (1)

Country Link
DE (1) DE500915C (en)

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